Best Luxury Winchester MA Condos for Rent from $1,825

2 Rentals Available

2012 Symmes Cir Unit 1

2012 Symmes Cir Unit 1, Arlington, MA 02474
1 / 40
$4,000
Total Monthly Price

Total Monthly Price New

Prices include all required monthly fees.

12 Month Lease

Cats Allowed

2 Beds | 2.5 Baths | 2,390 sq ft
104 Forest St Unit 104

104 Forest St Unit 104, Arlington, MA 02474
1 / 18
$3,300
Total Monthly Price

Total Monthly Price New

Prices include all required monthly fees.

12 Month Lease

Pets Allowed

2 Beds | 1 Bath | 1,335 sq ft
More Rentals Near Winchester, MA

We found 25 more rentals that closely match your search.
165 Cambridgepark Dr Unit 601

165 Cambridgepark Dr, Cambridge, MA 02140
1 / 11
Studio

$3,286
385 Massachusetts Ave Unit 79

385 Massachusetts Ave, Arlington, MA 02474
1 / 12
1 Bed

$2,650
385 Massachusetts Ave Unit 30

385 Massachusetts Ave, Arlington, MA 02474
1 / 12
1 Bed

$2,650
78 Pond St

78 Pond St, Belmont, MA 02478
2 Beds

$3,400
1 Whittemore Ave Unit ID5505A

1 Whittemore Ave, Cambridge, MA 02140
1 / 7
2 Beds

$4,210

Furnished
53 Hill Rd Unit 704

53 Hill Rd, Belmont, MA 02478
2 Beds

$3,350
53 Hill Rd Unit 510

53 Hill Rd, Belmont, MA 02478
2 Beds

$3,350
53 Hill Rd Unit 512

53 Hill Rd, Belmont, MA 02478
2 Beds

$3,350
51 Hill Rd Unit 409

51 Hill Rd, Belmont, MA 02478
1 / 6
2 Beds

$3,350
51 Hill Rd Unit 703

51 Hill Rd, Belmont, MA 02478
1 / 4
2 Beds

$3,350
385 Massachusetts Ave Unit 79

385 Massachusetts Ave, Arlington, MA 02474
1 Bed

$2,650
65 Wareham St Unit 1

65 Wareham St Unit 1, Medford, MA 02155
1 / 42
$4,500
Total Monthly Price

Total Monthly Price New

Prices include all required monthly fees.

12 Month Lease

Hardwood Floors High Ceilings

3 Beds | 1 Bath | 9,999 sq ft
2 Osgood St Unit 1

2 Osgood St Unit 1, Somerville, MA 02143
1 / 8
$4,750
Total Monthly Price

Total Monthly Price New

Prices include all required monthly fees.

12 Month Lease

3 Beds | 2 Baths | 1,204 sq ft
165 Radcliffe Rd Unit #169

165 Radcliffe Rd Unit #169, Belmont, MA 02478
1 / 18
$3,900
Total Monthly Price

Total Monthly Price New

Prices include all required monthly fees.

12 Month Lease

Pets Allowed Pool Furnished Fireplace Fitness Center Lofts

2 Beds | 2 Baths | 999 sq ft
119 Burget Ave

119 Burget Ave, Medford, MA 02155
1 / 35
$4,200
Total Monthly Price

Total Monthly Price New

Prices include all required monthly fees.

12 Month Lease

3 Beds | 1 Bath | 950 sq ft
8 Claremon St

8 Claremon St, Somerville, MA 02144
1 / 53
$3,700 - $4,400
Total Monthly Price

Total Monthly Price New

Prices include all required monthly fees.

12 Month Lease

Pets Allowed Hardwood Floors Deck

2 Beds | 1-2 Baths | 9,999 sq ft
18 Chandler St Unit 2

18 Chandler St Unit 2, Somerville, MA 02144
1 / 11
$4,950
Total Monthly Price

Total Monthly Price New

Prices include all required monthly fees.

12 Month Lease

Cats Allowed Basement

3 Beds | 2 Baths | 1,450 sq ft
235 Ashcroft Rd Unit #

235 Ashcroft Rd Unit #, Medford, MA 02155
1 / 58
$3,350
Total Monthly Price

Total Monthly Price New

Prices include all required monthly fees.

12 Month Lease

Yard

2 Beds | 1.5 Baths | 1,450 sq ft
303 Boston Ave Unit 3

303 Boston Ave Unit 3, Medford, MA 02155
1 / 10
$4,200
Total Monthly Price

Total Monthly Price New

Prices include all required monthly fees.

12 Month Lease

Pets Allowed Hardwood Floors

3 Beds | 2 Baths | 1,100 sq ft
2 Osgood St Unit 1

2 Osgood St Unit 1, Somerville, MA 02143
1 / 12
$4,750
Total Monthly Price

Total Monthly Price New

Prices include all required monthly fees.

12 Month Lease

Cats Allowed

3 Beds | 2 Baths | 1,204 sq ft
111 Sharon St Unit 1

111 Sharon St Unit 1, Medford, MA 02155

For Rent

By Owner
1 / 10
$4,200
Total Monthly Price

Total Monthly Price New

Prices include all required monthly fees.

12 Month Lease

Cats Allowed Hardwood Floors Yard Island Kitchen Deck

3 Beds | 2 Baths | 1,950 sq ft
94 Maple St Unit 1

94 Maple St Unit 1, Malden, MA 02148
1 / 5
$2,300
Total Monthly Price

Total Monthly Price New

Prices include all required monthly fees.

12 Month Lease

1 Bed | 1 Bath | 9,999 sq ft
65 Wareham St

65 Wareham St, Medford, MA 02155
1 / 5
$4,300
Total Monthly Price

Total Monthly Price New

Prices include all required monthly fees.

12 Month Lease

3 Beds | 1 Bath | 9,999 sq ft
460 Highland Ave Unit #1

460 Highland Ave Unit #1, Malden, MA 02148
1 / 11
$2,395
Total Monthly Price

Total Monthly Price New

Prices include all required monthly fees.

12 Month Lease

Pets Allowed

1 Bed | 1 Bath | 9,999 sq ft
43 Orchard St Unit 1

43 Orchard St Unit 1, Medford, MA 02155
1 / 18
$3,500
Total Monthly Price

Total Monthly Price New

Prices include all required monthly fees.

12 Month Lease

2 Beds | 1 Bath | 1,250 sq ft

Condos Massachusetts Middlesex County Winchester

Winchester, MA Luxury Condos for Rent

Apartments.com is a premier destination for discovering 2 rentals in Winchester, MA.This city's various rental options cater to a diverse range of preferences and needs, ensuring that you find the perfect place to call home. Every renter's search is unique. Use our custom filters to sort rentals by specialties, amenities, and floor plans to help you narrow down your options. When you find a listing you love, click for more details on transit, walk score, and neighborhood information. View photos and floor plans, too, and get an idea of what it will be like to call the unit home without ever leaving yours. Additionally, Apartments.com offers real-time updates, ensuring that you have access to the latest listings in Winchester, MA. This means you'll never miss out on a property that checks all the boxes on your list of must-haves. You can easily compare rentals, save your favorites, and even schedule a tour directly through our platform. Start your search with Apartments.com and experience the ease and convenience of apartment hunting at its best.

Learn more about living in Winchester, MA

Find the Perfect Winchester, MA Rental

Search by Bedrooms

Filter by Popular Amenities

Pet Friendly Condos in Winchester

Stay on Budget

Winchester Apartments Under $2,000

Other Rental Types

Find Specialty Housing

Search Nearby Rentals

Condo Rentals Near Winchester

Neighborhood Condo Rentals

Nearby Winchester House Rentals

New Rental Listings

Winchester New Rentals

Map Options

Map View

Default

Satellite

Nearby Point of Interests

Campuses

Restaurants

Transit

Neighborhoods

None

Travel Time

Search By Commute Time

Set a destination, transportation method, and your ideal commute time to see results.

Choose a destination

Select transportation method

Ideal commute time

Commute Time is calculated at rush hour.